Structure

Ginsenoside Rb1

CAS
41753-43-9
Catalog Number
ACM41753439
Category
Inhibitors
Molecular Weight
1109.29
Molecular Formula
C54H92O23

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Specification

Description
Ginsenoside Rb1, a main constituent of the root of Panax ginseng, inhibits Na+, K+-ATPase activity with an IC50 of 6.3±1.0 μM. Ginsenoside also inhibits IRAK-1 activation and phosphorylation of NF-κB p65 .
Synonyms
2-O-beta-glucopyranosyl-(3beta,12beta)-20-[(6-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-12-hydroxydammar-24-en-3-yl-beta-D-glucopyranoside
IUPAC Name
(2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Canonical SMILES
CC(=CCC[C@@](C)([C@H]1CC[C@@]2([C@@H]1[C@@H](C[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)O)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)O)O)O)C
InChI
InChI=1S/C54H92O23/c1-23(2)10-9-14-54(8,77-48-44(69)40(65)37(62)29(74-48)22-70-46-42(67)38(63)34(59)26(19-55)71-46)24-11-16-53(7)33(24)25(58)18-31-51(5)15-13-32(50(3,4)30(51)12-17-52(31,53)6)75-49-45(41(66)36(61)28(21-57)73-49)76-47-43(68)39(64)35(60)27(20-56)72-47/h10,24-49,55-69H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,46+,47-,48-,49-,51-,52+,53+,54-/m0/s1
InChI Key
GZYPWOGIYAIIPV-JBDTYSNRSA-N
Boiling Point
766.35 °C
Melting Point
197.5 °C
Density
1.097 g/ml
Appearance
White powder
Hazard Statements
Xn,Xi,T,F
pKa
12.85±0.70
Safety Description
26-36-45-36/37-16-7
Supplemental Hazard Statements
H302+H312+H332-H302-H312-H332
Symbol
GHS07
What is the PubChem CID of Ginsenoside rb1?

The PubChem CID of Ginsenoside rb1 is 9898279.

What is the molecular formula of Ginsenoside rb1?

The molecular formula of Ginsenoside rb1 is C54H92O23.

What is the molecular weight of Ginsenoside rb1?

The molecular weight of Ginsenoside rb1 is 1109.3 g/mol.

What are some synonyms of Ginsenoside rb1?

Some synonyms of Ginsenoside rb1 include Ginsenoside rb1, Gypenoside III, Gynosaponin C, and Sanchinoside E1.

What is the IUPAC name of Ginsenoside rb1?

The IUPAC name of Ginsenoside rb1 is (2R,3R,4S,5S,6R)-2-[[(2R,3S,4S,5R,6S)-6-[(2S)-2-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol.

What is the InChI of Ginsenoside rb1?

The InChI of Ginsenoside rb1 is InChI=1S/C54H92O23/c1-23(2)10-9-14-54(8,77-48-44(69)40(65)37(62)29(74-48)22-70-46-42(67)38(63)34(59)26(19-55)71-46)24-11-16-53(7)33(24)25(58)18-31-51(5)15-13-32(50(3,4)30(51)12-17-52(31,53)6)75-49-45(41(66)36(61)28(21-57)73-49)76-47-43(68)39(64)35(60)27(20-56)72-47/h10,24-49,55-69H,9,11-22H2,1-8H3/t24-,25+,26+,27+,28+,29+,30-,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42+,43+,44+,45+,46+,47-,48-,49-,51-,52+,53+,54-/m0/s1.

What class of compounds do Ginsenosides belong to?

Ginsenosides belong to the class of compounds called steroid glycosides and triterpene saponins.

Where are Ginsenosides found?

Ginsenosides are found exclusively in the plant genus Panax (ginseng).

Which species of Panax has the highest abundance of Ginsenoside rb1?

Ginsenoside rb1 is most abundant in Panax quinquefolius (American Ginseng).

What are some of the effects of Ginsenoside rb1?

Ginsenoside rb1 has been found to have various effects, including as a neuroprotective agent, anti-obesity agent, anti-inflammatory drug, apoptosis inhibitor, radical scavenger, and plant metabolite. It has also been shown to affect the reproductive system and testosterone production in animal testicles.

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